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Water → 2-t-butyl-5-(alpha-ethyl-p-t-butylbenzylthio)-4-methyl-3(2H)-pyridazinone

HRID 2352022
ノート
印刷プレビュー

反応式

HRID 2352022 の反応式
[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([SH:13])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH2:14]([CH:16](Cl)[C:17]1[CH:22]=[CH:21][C:20]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:19][CH:18]=1)[CH3:15].C(=O)([O-])[O-].[Na+].[Na+].O>CN(C)C=O.C(OCC)(=O)C.C1C=CC=CC=1>[C:1]([N:5]1[C:10](=[O:11])[C:9]([CH3:12])=[C:8]([S:13][CH:16]([CH2:14][CH3:15])[C:17]2[CH:22]=[CH:21][C:20]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:19][CH:18]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 138222652-t-butyl-5-mercapto-4-methyl-3(2H)-pyridazinoneHCID 146742671-(tert-Butyl)-4-(1-chloropropyl)benzene

生成物 1

HCID 138251252-t-butyl-5-(alpha-ethyl-p-t-butylbenzylthio)-4-methyl-3(2H)-pyridazinone収率 53.7%

試薬・触媒・溶媒 3

HCID 241
Benzene
溶媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 0.8 g (0.004 mol) of 2-t-butyl-5-mercapto-4-methyl-3(2H)-pyridazinone and 0.84 g (0.004 mol) of α-ethyl-p-t-butylbenzyl chloride dissolved in 20 ml of N,N-dimethylformamide was added 1.0 g (0.01 mol) of sodium carbonate at room temperature under stirring. After addition, the resulting mixture was stirred at 70°~80° C. for four hours. After allowed to cool, the reaction mixture was poured into 200 ml of water and then extracted with 100 ml of benzene. The resulting benzene layer was washed with 100 ml of water, dried over anhydrous sodium sulfate, and freed of solvent by distillation to give 1.5 g of crude product. The crude product was fractionated on silica gel column chromatography [developer: a mixed solvent of benzene and ethyl acetate (10:1 mixture)] to obtain 0.8 g of 2-t-butyl-5-(α-ethyl-p-t-butylbenzylthio)-4-methyl-3(2H)-pyridazinone.

後処理

  1. additionAfter addition
  2. stirringthe resulting mixture was stirred at 70°~80° C. for four hours
  3. temperatureto cool
  4. extractionextracted with 100 ml of benzene
  5. washThe resulting benzene layer was washed with 100 ml of water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationfreed of solvent by distillation
  8. customto give 1.5 g of crude product

出典と根拠

ORDレコード
ord-9e97fee86de24cd3bfa400bc7b22559a
出典データセット
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04874861

反応ノート

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